Question 1

Q: How does Chesapeake Painting Services handle century-old cedar shake homes?

Accepted Answer

Barry describes their work on his "100 year old cedar shake home" as "outstanding," calling the team "timely, professional, flexible." Robert continues to "use them for painting and other fix-ups around our historic home." Sandy mentions extensive renovation in their "historical house" across multiple rooms. The crew understands original millwork preservation, period-appropriate surface treatments, and careful handling of aging materials. Projects include cedar shake tile replacement, fascia repair, and restoration work requiring experienced craftsmanship beyond standard residential painting.

Question 2

Q: Does Chesapeake Painting Services maintain consistent communication throughout projects?

Accepted Answer

Kathy calls out estimator Mike and painters Jeremia and Jose, stating "communication was outstanding" and they were "constantly checking in to see if I had any questions all through the project." Elyse describes the team as "super communicative" from estimate through completion. Tom mentions working with Mike was "an absolute pleasure" and the crew "patiently answered all our questions." The structure includes estimator consultations, daily crew updates, project manager check-ins, and owner oversight ensuring accessibility from initial contact through final walkthrough.

Question 3

Q: What makes Chesapeake Painting Services' cleanup practices different from other contractors?

Accepted Answer

Kim describes them as "extremely clean" and notes "they clearly take pride in their work." Tami highlights how painters "cleaned up everyday" and when finished, "put everything back together how it originally was. Right down to the decor and throw pillows." Dave mentions the crew "cleaned up well each night" when working around existing construction. Elyse states they "worked clean" throughout her project. The daily site cleanup, furniture protection, and final restoration demonstrate thoroughness that customers contrast with previous contractor experiences.

Question 4

Q: Why do customers praise Chesapeake Painting Services' cabinet refinishing results?

Accepted Answer

Karen mentions they did an "excellent job color matching" between her island and existing cabinets, calling the crew "meticulous." Edward states the "finish on the cabinets is perfect." Tami describes how her cabinets "look great," noting she "could not be more pleased with the results." Ali explains their kitchen project left them "SO happy" because the team "guided us through the process seamlessly." The preparation work, spray application technique, and factory-quality finish transform kitchens without replacement costs, with customers noting the precision and durability.

Question 5

Q: Does Chesapeake Painting Services consistently meet project deadlines?

Accepted Answer

Tom explains the crew not only met their tight deadline before vacation but "finished with plenty of time to spare." Bobbi thanks painters Emmanuel and Byron for getting work "finished ahead of time." Sarah notes that although initially quoted four to six weeks, the company "found a way to fit us in within 2 weeks without us having to ask." Cathy mentions they "worked me into their busy schedule so that my house was painted before I moved in." The reliability stems from realistic estimates and efficient crew management.

Question 6

Q: How did Chesapeake Painting Services address the negative review about poor workmanship?

Accepted Answer

Elizabeth raised concerns about workmanship quality, lack of final walkthrough, and unresponsive quality control after sending detailed photos. The company offered to send the crew back, though Elizabeth declined further disruption. This contrasts with Dave mentioning Chesapeake "proactively followed up with me to conduct a job completion walk-through," noting many contractors "try to avoid a walk-through when the job is finished." The pattern suggests walkthrough protocols exist but weren't followed in Elizabeth's case, showing inconsistency in quality control execution.

Question 7

Q: Does Chesapeake Painting Services use in-house employees or rotating subcontractors?

Accepted Answer

Reviews mention painters by name across different timeframes. Kathy worked with Mike, Jeremia, and Jose. Bobbi had Emmanuel and Byron. Tom's project was led by Yvonny. Courtney's intricate floor design was completed by Jeremiah. Christopher notes his second major project maintained quality, stating the team is "genuinely 'The Gentlemen Painters.'" The consistent crew names and company branding suggest W2 employees with stable assignments rather than rotating subcontractors, allowing customers to build relationships with painters across multiple projects.

Question 8

Q: How does the Blue Star merger affect Chesapeake Painting Services operations?

Accepted Answer

The companies merged and relocated to 146 Defense Highway in Annapolis, combining capabilities while preserving service approaches. One customer notes starting with a Chesapeake estimate but receiving a Blue Star crew, creating "a few crossed wires at the beginning," though project manager Sebastian "immediately came out" to resolve issues and "then everything ran smoothly." The transition showed some coordination challenges during the merger period. Current operations integrate both teams under unified management, with the combined entity offering expanded services across residential and commercial sectors.

Question 9

How Chesapeake Painting Services Was Evaluated

Accepted Answer

Every painting company listed on Chooz Painters is evaluated using our multi-step quality framework. We combine structured data analysis with human review to understand how Chesapeake Painting Services performs across the key signals that matter most to property owners.  How the Chooz Score Works The Chooz Score is a 100-point rating based on four core pillars:  Platform reviews & ratings from sources such as Google, Facebook, Yelp, Angi, BBB, and others Review quality & engagement, including depth of customer feedback, photos, and how the company responds to reviews Website and digital presence, which helps indicate professionalism, transparency, and communication quality Business authority & operations, including years in business, licensing, insurance, and other operational standards Each contractor is evaluated using the same framework nationwide, and the score reflects Chesapeake Painting Services’s performance within its local market.  A Chooz Score represents real-world performance, verified signals, and human-reviewed context.  Chooz Score Award Levels 80–86.9: Chooz Certified 87–93.9: Top Painter Award 94–100: Best Painter Award Scores are determined through more than 40 evaluation factors across our four pillars.  If you want a deeper explanation of how our scoring system works, you can view the full breakdown on our Chooz Scoring page.

Question 10

What are the Chooz Score award levels?

Accepted Answer

Chooz Score award levels are: Chooz Certified (80-86.9 points), Top Painter Award (87-93.9 points), and Best Painter Award (94-100 points). Scores are determined through more than 40 evaluation factors across four pillars: platform reviews, review quality, digital presence, and business authority.

Question 11

How does the Chooz Score work?

Accepted Answer

The Chooz Score is a 100-point rating based on four core pillars: platform reviews and ratings from multiple sources, review quality and engagement including customer feedback depth and company responses, website and digital presence quality, and business authority including licensing and operational standards. Each contractor is evaluated using the same framework nationwide, and the score reflects real-world performance, verified signals, and human-reviewed context.

Chesapeake Painting Services

Chooz Score Insights

About Chesapeake Painting Services

Q&A Based On What Customers Are Saying About Chesapeake Painting Services